$134 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Wed, Apr 22 - Sun, Apr 26
Delta Logo
12:55 pm - 9:31 pm
SJU
-
SDF
8h 36m
1 stop
Delta Logo
6:00 am - 11:45 am
SDF
-
SJU
5h 45m
1 stop
$246Delta
Wed, Apr 22 - Sun, Apr 26
American Airlines Logo
11:38 am - 9:30 pm
SJU
-
SDF
9h 52m
2 stops
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$282American Airlines
Wed, Aug 12 - Mon, Aug 17
American Airlines Logo
1:35 pm - 12:30 am
SJU
-
SDF
10h 55m
1 stop
American Airlines Logo
8:17 am - 10:56 pm
SDF
-
SJU
14h 39m
1 stop
$296American Airlines
Wed, Aug 5 - Tue, Aug 11
United Airlines Logo
2:05 am - 11:54 am
SJU
-
SDF
9h 49m
1 stop
United Airlines Logo
7:10 am - 3:42 pm
SDF
-
SJU
8h 32m
1 stop
$308United Airlines
Tue, Apr 21 - Sun, Apr 26
Delta Logo
12:55 pm - 11:59 pm
SJU
-
SDF
11h 04m
1 stop
Delta Logo
6:00 am - 11:45 am
SDF
-
SJU
5h 45m
1 stop
$309Delta
Tue, Apr 21 - Sun, Apr 26
United Airlines Logo
3:56 pm - 11:59 pm
SJU
-
SDF
8h 03m
1 stop
United Airlines Logo
5:00 am - 2:44 pm
SDF
-
SJU
9h 44m
1 stop
$311United Airlines
Sat, May 9 - Tue, May 12
Southwest Logo
5:15 am - 12:55 pm
SJU
-
SDF
7h 40m
1 stop
Southwest Logo
1:35 pm - 11:40 pm
SDF
-
SJU
10h 05m
2 stops
$319Southwest
Tue, Apr 21 - Sun, Apr 26
Delta Logo
5:34 pm - 11:59 pm
SJU
-
SDF
6h 25m
1 stop
Delta Logo
1:00 pm - 8:24 pm
SDF
-
SJU
7h 24m
1 stop
$329Delta
Fri, May 22 - Fri, May 29
Multiple Airlines Logo
3:07 pm - 5:04 pm
STI
-
SDF
25h 57m
1 stop
Multiple Airlines Logo
9:10 pm - 2:02 pm
SDF
-
STI
16h 52m
1 stop
$528Multiple Airlines
Thu, May 21 - Sat, May 30
Multiple Airlines Logo
3:07 pm - 8:20 pm
STI
-
SDF
29h 13m
1 stop
Multiple Airlines Logo
6:06 pm - 2:02 pm
SDF
-
STI
19h 56m
1 stop
$530Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$134
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11468 reviews
6.9Entertainment
7.2Comfort
6.4Food
7.9Crew
7.5Boarding
Airline reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

2.0 Mediocresteven, Mar 2026
MIA - CLE
Read more American Airlines reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

Older airplane with worn out seats. No entertainment system at all. Connecting to Wi-Fi was problematic and hit and miss.

AA is flying sub par aging 787's to Tokyo. I fly other 787's long haul and these are at the bottom. Seats don't work well, tray tables don't work well and were dirty. The flight was great, the plane was not.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

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